Pharmaceutical product



' water.

Patented Feb. 9, 1926.

nurse IURGEN cA'LLsnn, or

PHARMACEUTICAL PRODUCT.

Ho Drawing.

. To all whom it may concern:

Be it known that I, Jt'mcnn' CALLSENYZI citizen of Germany, residing at Elberfeld, in the State of Prussia, Germany, have in- 5 vented new and useful Improvements in Pharmaceutical Products, of which the following is a specification.

The present invention relates to the manufacture and prepduction of new pharmaceutical products ing chemically basic ethers of quinolines. The new products have proved tobe useful in the treatment of diseases of the heart.

The new products are generally colorless I In order to illustrate the new process more- 5. fully, the following examples are given, the 4 parts being by weight:

. 178 parts of dimethylaminoethanol are dissolved in 800 parts of xylol and 46 parts of small pieces of sodium are added thereto,

After cooling 355 parts of lepidin are added and the mixture is slowly heated. At 100 C. the reaction begins, common salt beingprecipitated. Subsequently the mixture is still heated during several hours. After cooling water and dilute hydrochloric acid are added. On shaking=the salt enters into solution and the new base dissolvesashyd'rochloride. By the addition of alkali it is precipitated and purified'by distillation in vacuo.

V The w.oxylepidindimethylanimoethylether is an almost colorless liquid boiling at 17 5- 178 C. under a pressure soluble in alcohol, ether, acetone, insoluble in t forms a. series of sal s with hydro- Appli'cation filed. June 26, 1925. Serial No. 39,864.

roperties. They are soloflOmm. It-iev PATENT. OFFICE.

ELBEBFELD, GEY, ASSIGNOB '10 WINTHBOP GHEMICAI L GOMPANY, INC., 01 NEW YORK, N. Y.

ElSSUED chloric acid. By leading HCl into an ethereal solution until saturation the salt having most probably the formula 1 509 Gill is obtained. It is a white crystalline powder meltin at 162-164" C. v

By t e addition of a molecular proportion of HCl-dissolved in alcohol to an alcoholic solution of the base'th'e other salt.

is obtained. It is a white'crystalline powder melting at ISO-191 C.

- The -oxy- -methylquino1inepiperidoethylether (obtained from a-chlorlepidin and piperidoethanol) is a yellowish oil boiling at 232-234: C; under a pressure of 17 mm. Itis soluble in alcohol, ether, benzene, acetone, almost insoluble in water. Its dihydrochloride is a white crystalline powder meltin at 186-187 0. I v

'e a-methgl- -oxyquinolinedimethylami- 0 noethylether obtained from -chloroquinaldine arid dimethylaminoethanol) is an oil.

boiling at 190 under a pressure of 10 mm. It is soluble in benzene.

I claim 1. The herein described of qu'inolines, bein flierally from colorless to yellowish oils so le in the usual organic solventsalmostinsoluble in, water, use- 90 ful the treatment of diseases of the cart, fo m ngtwo some of salts with hydro;-

eth'er, acetone and y new' basic ethers chl'oric acid which retain the valuable propride being a white or stalline mass melting erties of the free bases. at 162-164: C.; mono ydrochloride melting 2. The herein described a-oxylepidindimeat 190191 C. being useful in the treatment 1 thylaminoethylether being an almost colorof diseases of the heart.. 5 less oil boiling at 17 5-178 C. under a pres- In testimony whereof I have hereunto set sureof 10 mm. soluble in alcohol and ether, my hand.

almost insoluble in water; its dihydrochlo- J CALLSEN. 

